Encapsulating electron-deficient dyes into metal–organic capsules to achieve high reduction potentials

Yuan, Jiayou; Zhong, Wei; Shen, Kesheng; Yang, Yang; Liu, Mingxu; Xu, Jing; Duan, Chunying

doi:10.1039/d2dt01166b

Cited by 6 publications

(11 citation statements)

References 38 publications

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“…Thus, only seven diastereomers were predicted to be favored using this ligand‐based analysis of edge types, out of the fourteen we analyzed (Table S4). The assignment of favored and disfavored diastereomers is consistent with experimental observations for structures 1 – 6 , as well as other reported Zn 8 L 6 pseudo‐cubes (Figure S99) [54, 59, 60] …”

Section: Resultssupporting

confidence: 90%

“…The crystal structure of 1 matches well with the structure reported by Duan and co‐workers as this work was being finished [59] . Each A residue is oriented perpendicular to the A residues paneling the four adjacent faces, but parallel to the tetra‐aniline A residue paneling the opposite face (Figure 2), a configuration we denote “α”.…”

Section: Resultssupporting

confidence: 80%

“…The crystal structure of 1 matches well with the structure reported by Duan and co-workers as this work was being finished. [59] Each A residue is oriented perpendicular to the A residues paneling the four adjacent faces, but parallel to the tetra-aniline A residue paneling the opposite face (Figure 2), a configuration we denote "α". When arrangement α is adopted, the short axis of each A residue meets the long axis of another residue at each of the twelve edges of the pseudo-cube.…”

Section: Synthesis and Characterization Of Metal-organic Cagesmentioning

confidence: 99%

“…Rectangular tetrakis(monodentate) ligands have been employed to prepare open-ended barrel-like structures [33][34][35][36][37][38][39][40][41][42] and heteroleptic tetragonal prisms, [43][44][45][46][47][48] as well as structures with gyrobifastigium, [49,50] triangular orthobicupola [51,52] and square orthobicupola [53] geometries. The few reported pseudo-cube architectures formed from rigid rectangular subunits [54][55][56][57][58][59][60][61] have found diverse applications, ranging from novel photophysical properties [60] to cascade catalysis. [54] Foundational work by Duan and co-workers used flexible tetrakis(tridentate) ligands in combination with Ce(NO 3 ) 3 to assemble an array of M 8 L 6 species with different geometries, including a pseudo-cube.…”

Section: Introductionmentioning

confidence: 99%

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Tetramine Aspect Ratio and Flexibility Determine Framework Symmetry for Zn₈L₆Self‐Assembled Structures

et al. 2023

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We derive design principles for the assembly of rectangular tetramines into Zn8L6 pseudo‐cubic coordination cages. Because of the rectangular, as opposed to square, geometry of the ligand panels, and the possibility of either Δ or Λ handedness of each metal center at the eight corners of the pseudo‐cube, many different cage diastereomers are possible. Each of the six tetra‐aniline subcomponents investigated in this work assembled with zinc(II) and 2‐formylpyridine in acetonitrile into a single Zn8L6 pseudo‐cube diastereomer, however. Each product corresponded to one of four diastereomeric configurations, with T, Th, S6 or D3 symmetry. The preferred diastereomer for a given tetra‐aniline subcomponent was shown to be dependent on its aspect ratio and conformational flexibility. Analysis of computationally modeled individual faces or whole pseudo‐cubes provided insight as to why the observed diastereomers were favored.

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Section: Resultssupporting

confidence: 90%

Section: Resultssupporting

confidence: 80%

Section: Synthesis and Characterization Of Metal-organic Cagesmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Tetramine Aspect Ratio and Flexibility Determine Framework Symmetry for Zn₈L₆Self‐Assembled Structures

et al. 2023

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“…(a) Structures of cubic Zn 8 52 6 C37 and anthraquinone 53 guest. (b) photochemical dechlorination of various chlorobenzene derivatives with C37 and 53 …”

Section: Photoredox Catalysis For the Synthesis Of Complex Moleculessupporting

confidence: 78%

Supramolecular Coordination Cages for Artificial Photosynthesis and Synthetic Photocatalysis

et al. 2023

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Because sunlight is the most abundant energy source on earth, it has huge potential for practical applications ranging from sustainable energy supply to light driven chemistry. From a chemical perspective, excited states generated by light make thermodynamically uphill reactions possible, which forms the basis for energy storage into fuels. In addition, with light, open-shell species can be generated which open up new reaction pathways in organic synthesis. Crucial are photosensitizers, which absorb light and transfer energy to substrates by various mechanisms, processes that highly depend on the distance between the molecules involved. Supramolecular coordination cages are well studied and synthetically accessible reaction vessels with single cavities for guest binding, ensuring close proximity of different components. Due to high modularity of their size, shape, and the nature of metal centers and ligands, cages are ideal platforms to exploit preorganization in photocatalysis. Herein we focus on the application of supramolecular cages for photocatalysis in artificial photosynthesis and in organic photo(redox) catalysis. Finally, a brief overview of immobilization strategies for supramolecular cages provides tools for implementing cages into devices. This review provides inspiration for future design of photocatalytic supramolecular host−guest systems and their application in producing solar fuels and complex organic molecules.

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Tetramine Aspect Ratio and Flexibility Determine Framework Symmetry for Zn₈L₆Self‐Assembled Structures

et al. 2023

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We derive design principles for the assembly of rectangular tetramines into Zn 8 L 6 pseudo-cubic coordination cages. Because of the rectangular, as opposed to square, geometry of the ligand panels, and the possibility of either Δ or Λ handedness of each metal center at the eight corners of the pseudo-cube, many different cage diastereomers are possible. Each of the six tetra-aniline subcomponents investigated in this work assembled with zinc(II) and 2formylpyridine in acetonitrile into a single Zn 8 L 6 pseudo-cube diastereomer, however. Each product corresponded to one of four diastereomeric configurations, with T, T h , S 6 or D 3 symmetry. The preferred diastereomer for a given tetraaniline subcomponent was shown to be dependent on its aspect ratio and conformational flexibility. Analysis of computationally modeled individual faces or whole pseudo-cubes provided insight as to why the observed diastereomers were favored.

show abstract

Encapsulating electron-deficient dyes into metal–organic capsules to achieve high reduction potentials

Abstract: The design of artificial supramolecular systems that mimic the structure and functionality of natural enzymes to achieve efficient chemical conversions is a promising subject. In this work, we assembled a...

Cited by 6 publications

References 38 publications

Tetramine Aspect Ratio and Flexibility Determine Framework Symmetry for Zn₈L₆Self‐Assembled Structures

Tetramine Aspect Ratio and Flexibility Determine Framework Symmetry for Zn₈L₆Self‐Assembled Structures

Supramolecular Coordination Cages for Artificial Photosynthesis and Synthetic Photocatalysis

Tetramine Aspect Ratio and Flexibility Determine Framework Symmetry for Zn₈L₆Self‐Assembled Structures

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Encapsulating electron-deficient dyes into metal–organic capsules to achieve high reduction potentials

Abstract: The design of artificial supramolecular systems that mimic the structure and functionality of natural enzymes to achieve efficient chemical conversions is a promising subject. In this work, we assembled a...

Cited by 6 publications

References 38 publications

Tetramine Aspect Ratio and Flexibility Determine Framework Symmetry for Zn8L6Self‐Assembled Structures

Tetramine Aspect Ratio and Flexibility Determine Framework Symmetry for Zn8L6Self‐Assembled Structures

Supramolecular Coordination Cages for Artificial Photosynthesis and Synthetic Photocatalysis

Tetramine Aspect Ratio and Flexibility Determine Framework Symmetry for Zn8L6Self‐Assembled Structures

Contact Info

Product

Resources

About

Tetramine Aspect Ratio and Flexibility Determine Framework Symmetry for Zn₈L₆Self‐Assembled Structures

Tetramine Aspect Ratio and Flexibility Determine Framework Symmetry for Zn₈L₆Self‐Assembled Structures

Tetramine Aspect Ratio and Flexibility Determine Framework Symmetry for Zn₈L₆Self‐Assembled Structures